Tottenham Hotspur 0–0 AC Milan on 8 March 2023

Tottenham Hotspur's Champions League campaign ended in bitterly disappointing fashion as they failed to overturn a first-leg deficit in the last 16 against AC Milan.

Spurs paid the price for another passive start that allowed Milan to settle into their task - the misery complete when defender Cristian Romero was sent off late on after receiving a second yellow card for a wild challenge on Theo Hernandez.

Pierre-Emile Hojbjerg tested AC Milan keeper Mike Maignan with a powerful second-half shot and Harry Kane headed wide, but Spurs failed to mount sustained pressure on the Italian defence.

A late Kane header was brilliantly kept out by Maignan before Divock Origi struck the post for the visitors as Spurs went out tamely, their season now resting on the battle for a top-four place in the Premier League.

Spurs fans reacted angrily as their Champions League campaign came to a conclusion and their discontent was understandable after such a dismal performance.

The lack of urgency that has marked so much of their season has never been more stark than in the first 45 minutes when Spurs played as if they were barely aware they needed to score to keep their ambitions alive.

Manager Antonio Conte returned to the technical area after recuperating from gallbladder surgery but this did not spare him the wrath of the Spurs support mystified by such a conservative approach.

He was not helped by Romero's red card for a late, reckless tackle on Hernandez, having already received a first-half caution for a clumsy challenge to prevent Rafael Leao breaking clear.

Kane almost rescued Spurs and sent the game into extra time with that late header, but for most of the night he was starved of meaningful service in a side largely devoid of creativity.

What this means for Conte's long-term future remains to be seen, with growing uncertainty surrounding his position and his contract up at the end of the season.

Spurs now have only that top-four place to fight for, and on this form you would not back them to achieve it. They have scrambled through much of this season despite indifferent form but there was to be no reprieve here - and they did not deserve one.

Spurs can have no complaints over the two legs, with Milan probably surprised by the absence of intensity in front of a home crowd waiting for the opportunity to roar their side on.